7-Benzyl-N-(3-methoxyphenyl)-5,6,7,8-tetrahydropyrido[4',3':4,5]thieno[2,3-d]pyrimidin-4-amine

ID: ALA4538136

PubChem CID: 155548849

Max Phase: Preclinical

Molecular Formula: C23H22N4OS

Molecular Weight: 402.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc(Nc2ncnc3sc4c(c23)CCN(Cc2ccccc2)C4)c1

Standard InChI:  InChI=1S/C23H22N4OS/c1-28-18-9-5-8-17(12-18)26-22-21-19-10-11-27(13-16-6-3-2-4-7-16)14-20(19)29-23(21)25-15-24-22/h2-9,12,15H,10-11,13-14H2,1H3,(H,24,25,26)

Standard InChI Key:  AFEVSQKCRMUVPS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   32.9575  -11.5957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6655  -12.0047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3752  -11.5952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3724  -10.7726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6637  -10.3673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2495  -12.0037    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.2488  -12.8209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2476  -14.4538    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.9580  -14.0414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9555  -13.2263    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.5397  -14.0438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5366  -13.2279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7646  -14.2989    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   30.2824  -13.6406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7609  -12.9832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4327  -12.2441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6249  -12.1563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1466  -12.8133    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.4756  -13.5590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3294  -12.8078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9256  -12.0973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3424  -11.3936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9393  -10.6837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1213  -10.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7080  -11.3876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1135  -12.0947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6613   -9.5501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.3678   -9.1394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  2  7  1  0
  7  8  1  0
  8 13  2  0
 12  9  2  0
  9 10  1  0
 10 11  2  0
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 12 13  1  0
 13 16  1  0
 15 14  1  0
 14 12  1  0
 15 16  2  0
 15 20  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
  6 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4538136

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 402.52

Molecular Weight (Monoisotopic): 402.1514

AlogP: 5.00

#Rotatable Bonds: 5

Polar Surface Area: 50.28

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.42

CX LogP: 5.01

CX LogD: 4.97

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.51

Np Likeness Score: -1.94

References

1. Zhang M, Jiang L, Tao J, Pan Z, He M, Su D, He G, Jiang Q..  (2019)  Design, synthesis and biological evaluation of 4-aniline-thieno[2,3-d]pyrimidine derivatives as MNK1 inhibitors against renal cell carcinoma and nasopharyngeal carcinoma.,  27  (11): [PMID:31014565] [10.1016/j.bmc.2019.04.022]

Source

Source(1):

• Scientific Literature